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Monday, July 18, 2011

A redirect from Exchange 2010 OWA to 2003 throws the error: “HTTP 500 Internal Server Error”

Before I being, note that this error can be caused by several reasons such as your virtual directories not having the correct permissions (see this KB: http://support.microsoft.com/kb/883380/en-us) which is NOT what I’m going to be writing about.

Problem

You’ve configured your legacy.domain.com and webmail.domain.com public URLs and directed them to the appropriate Exchange 2003 front-end and Exchange 2010 CAS server.

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However, when you make an attempt to log into a legacy Exchange 2003 mailbox, you are prompted for the your user credentials again:

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Entering the credentials again throws the following error:

The website cannot display the page
HTTP 500
Most likely causes:
•    The website is under maintenance.
•    The website has a programming error.
What you can try:
     Refresh the page.


     Go back to the previous page.


     More information

This error (HTTP 500 Internal Server Error) means that the website you are visiting had a server problem which prevented the webpage from displaying.
For more information about HTTP errors, see Help.

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Solution

One of the possible causes is that you did not enable Forms Based Authentication on your front-end server:

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Go ahead and enable it:

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… restart IIS:

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… and now you should be able to log into the legacy Exchange 2003 mailbox without having to re-authenticate again:

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